Synthesis of the bicyclic welwitindolinone core via an alkylation/cyclization cascade reaction.

ABSTRACT: Synthesis of an advanced welwitindolinone intermediate via an alkylation/cyclization reaction is reported. The key step involves a one pot Lewis acid-mediated alkylation of a silylketene aminal with a furan alcohol followed by an intramolecular cyclization. The reaction is stereoselective and takes place at low temperature. The cycloadduct was highly functionalized and contains the welwitindolinone core structure.

SUBMITTER: Brailsford JA 

PROVIDER: S-EPMC2784123 | biostudies-literature | 2009 Nov

REPOSITORIES: biostudies-literature